2,1,3-Benzothiadiazole, 4,7-dibroMo-5,6-bis(dodecyloxy)- 4,7-DibroMo-5,6-bis(dodecyloxy)benzo-2,1,3-thiadiazole

Base Information

• Chemical Name: 2,1,3-Benzothiadiazole, 4,7-dibroMo-5,6-bis(dodecyloxy)- 4,7-DibroMo-5,6-bis(dodecyloxy)benzo-2,1,3-thiadiazole
• CAS No.: 1313876-00-4
• Molecular Formula: C₃₀H₅₀Br₂N₂O₂S
• Molecular Weight: 662.613
• Hs Code.: 2934999090
• Mol file: 1313876-00-4.mol

Synonyms:2,1,3-Benzothiadiazole, 4,7-dibroMo-5,6-bis(dodecyloxy)- 4,7-DibroMo-5,6-bis(dodecyloxy)benzo-2,1,3-thiadiazole;4,7-dibroMo-5,6-bis-(dodecyloxyl)benzo-2,1,3-thiadiazole;4,7-Dibromo-5,6-bis(dodecyloxy)-2,1,3-benzothiadiazole;4,7-dibromo-5,6-bis(dodecyloxy)benzo-2,1,3-thiadiazole

Chemical Property of 2,1,3-Benzothiadiazole, 4,7-dibroMo-5,6-bis(dodecyloxy)- 4,7-DibroMo-5,6-bis(dodecyloxy)benzo-2,1,3-thiadiazole

Chemical Property:

• Melting Point: 59.0 to 63.0 °C
• PSA: 72.48000
• LogP: 11.81570
• Storage Temp.: Sealed in dry,Room Temperature

Purity/Quality:

98%,99%, ^*data from raw suppliers

4,7-dibromo-5,6-didodecoxy-2,1,3-benzothiadiazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• General Description: 4,7-Dibromo-5,6-bis(dodecyloxy)benzo-2,1,3-thiadiazole is an alkoxysubstituted benzothiadiazole derivative used as an electron-accepting unit in the synthesis of conjugated copolymers, such as those incorporating thiophene, azulene, or fluorene-based donor units. It contributes to the development of low or moderate bandgap materials with broad absorption properties, making it suitable for applications in electrochromic devices and organic photovoltaics. The dodecyloxy side chains enhance solubility and processability, facilitating polymer synthesis via coupling reactions like Suzuki or Stille polymerization.

Technology Process of 2,1,3-Benzothiadiazole, 4,7-dibroMo-5,6-bis(dodecyloxy)- 4,7-DibroMo-5,6-bis(dodecyloxy)benzo-2,1,3-thiadiazole

There total 7 articles about 2,1,3-Benzothiadiazole, 4,7-dibroMo-5,6-bis(dodecyloxy)- 4,7-DibroMo-5,6-bis(dodecyloxy)benzo-2,1,3-thiadiazole which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 83.0%

5,6-bis(dodecyloxy)benzo[c][1,2,5]thiadiazole (1313875-99-8) → 4,7-dibromo-5,6-bis(dodecyloxy)benzo[c][1,2,5]thiadiazole (1313876-00-4)

Guidance literature:

With bromine; acetic acid; In dichloromethane;

DOI:10.1021/ma202095j

Reference yield:

1,2-bis(dodecyloxy)-4,5-dinitrobenzene (171418-24-9) → 4,7-dibromo-5,6-bis(dodecyloxy)benzo[c][1,2,5]thiadiazole (1313876-00-4)

Guidance literature:

Multi-step reaction with 3 steps

1: hydrogenchloride; tin(ll) chloride / ethanol

2: triethylamine

3: bromine; acetic acid / dichloromethane

With hydrogenchloride; bromine; acetic acid; triethylamine; tin(ll) chloride; In ethanol; dichloromethane;

DOI:10.1039/c0nj00837k

Reference yield:

1,2-bisdodecyloxybenzene (42244-53-1) → 4,7-dibromo-5,6-bis(dodecyloxy)benzo[c][1,2,5]thiadiazole (1313876-00-4)

Guidance literature:

Multi-step reaction with 4 steps

1: nitric acid; acetic acid / dichloromethane

2: hydrogenchloride; tin(ll) chloride / ethanol

3: triethylamine

4: bromine; acetic acid / dichloromethane

With hydrogenchloride; bromine; nitric acid; acetic acid; triethylamine; tin(ll) chloride; In ethanol; dichloromethane;

DOI:10.1039/c0nj00837k

upstream raw materials:

5,6-bis(dodecyloxy)benzo[c][1,2,5]thiadiazole

1,2-bisdodecyloxybenzene

benzene-1,2-diol

1-dodecylbromide

Downstream raw materials:

4,7-bis(5-bromothiophen-2-yl)-5,6-bis(dodecyloxy)benzo[c][1,2,5]thiadiazole

4,7-bis((3,4-bis(dodecyloxy)phenyl)ethynyl)-5,6-bis(dodecyloxy)-2,1,3-benzothiadiazole

4,7-bis((4-(dodecyloxy)phenyl)ethynyl)-5,6-bis(dodecyloxy)-2,1,3-benzothiadiazole